Hydrochloric Acid → HCID 23470958, compound

HRID 127973Notes

Reaction equation

HRID 127973 reaction equation
[NH:1]([CH2:5][CH2:6][CH2:7][C:8]1[CH:20]=[CH:19][C:11]([O:12][CH2:13][C:14]([O:16]CC)=[O:15])=[CH:10][CH:9]=1)C(C)=O.C(O)C.[OH-].[K+].Cl>O>[NH2:1][CH2:5][CH2:6][CH2:7][C:8]1[CH:20]=[CH:19][C:11]([O:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 23470985HCID 23470985, compound

Product 1

HCID 23470958HCID 23470958, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 16.2 g. (58 mMol) ethyl 4-(3-acetaminopropyl)-phenoxyacetate, 100 ml. ethanol, 100 ml. water and 32.5 g. (0.58 mol) potassium hydroxide is kept at reflux temperature for 16 hours. The reaction mixture is then cooled, adjusted to pH 6.5 with 6 N hydrochloric acid and the resultant sand-colored precipitate filtered off with suction. After washing with water and drying, there are obtained 12.0 g. (quantitative yield) 4-(3-aminopropyl)-phenoxyacetic acid; m.p. 248° C.

Workup

  1. additionA mixture of 16.2 g
  2. temperatureat reflux temperature for 16 hours
  3. temperatureThe reaction mixture is then cooled
  4. filtrationthe resultant sand-colored precipitate filtered off with suction
  5. washAfter washing with water
  6. customdrying
  7. customthere are obtained 12.0 g

Sources & evidence

ORD record
ord-76bd60365a604cc991c6d9814121b39b
Source dataset
uspto-grants-1981_03
Patent number
US04258058

Reaction notes

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